Pre-Dominiom war when everything is pretty chill. Starfleet kinda seems fun until you realize that you have to basically do military training and all this bullshit to join and then you gotta go die in space half the time. I'd maybe just try and get a runabout or the equivalent and just sorta wander around with some pals and look at totally safe and previously explored space things. I would also open a Volcel Precinct on Risa.
Yeah, the Brahm's thing wasn't as bad as its made out to be. Except for All Good Thinfs where in that future they're married. Let Geordie find his own path and let Leah just be married, let's not fuck over a husband who for all we know is a great guy just so our main character can obtain love interest.